diff --git a/bot/commands/list/list.py b/bot/commands/list/list.py
index 7c3a7e2..bcd1a31 100644
--- a/bot/commands/list/list.py
+++ b/bot/commands/list/list.py
@@ -1,16 +1,13 @@
 import os
 from pathlib import Path
-from telegram.ext import ConversationHandler, CommandHandler, MessageHandler, filters, CallbackQueryHandler
+from telegram.ext import ConversationHandler, CommandHandler, MessageHandler, filters, CallbackQueryHandler, CallbackContext
 from telegram import InlineKeyboardButton, InlineKeyboardMarkup
 
 from .models import ListModel, set_db, db
 
-MEDIA_DIR = Path(os.getenv("MEDIA_DIR"))
-DB_DIR = MEDIA_DIR / "lists_db"
-DB_DIR.mkdir(parents=True, exist_ok=True)
+PERSISTENCE_DIR = Path(os.getenv("PERSISTENCE_DIR"))
 
-
-NAME, NEW, ACTION, ITEMADD, ITEMREMOVE = range(5)
+NAME, NEW, ACTION, ITEMADD, ITEMREMOVE, ITEMTOGGLE = range(6)
 
 from ..basehandler import BaseHandler
 
@@ -19,8 +16,20 @@ class ListHandler(BaseHandler):
     """Create and edit lists"""
 
     def __init__(self, entry_string, models):
-        self.journal_models = models # not needed here
+        del models # not needed here, but part of the template
         self.entry_string = entry_string
+
+        set_db(PERSISTENCE_DIR / "lists.sqlite")
+
+        self.list_overview_keyboard = [
+            [InlineKeyboardButton("Add item", callback_data="add")],
+            [InlineKeyboardButton("Toggle item", callback_data="toggle")],
+            [InlineKeyboardButton("Remove item", callback_data="remove")],
+            [InlineKeyboardButton("Clear list", callback_data="clear")],
+            [InlineKeyboardButton("Print list", callback_data="print")],
+            [InlineKeyboardButton("Delete list", callback_data="delete")],
+            
+        ]
         self.handler = ConversationHandler(
             entry_points=[CommandHandler(entry_string, self.entry_point)],
             states={
@@ -31,6 +40,7 @@ class ListHandler(BaseHandler):
                 NEW : [MessageHandler(filters.TEXT, callback=self.new_listname)],
                 ACTION: [
                     CallbackQueryHandler(self.list_add, pattern="^add$"),
+                    CallbackQueryHandler(self.list_toggle, pattern="^toggle$"),
                     CallbackQueryHandler(self.list_remove, pattern="^remove$"),
                     CallbackQueryHandler(self.list_clear, pattern="^clear$"),
                     CallbackQueryHandler(self.list_delete, pattern="^delete$"),
@@ -38,6 +48,7 @@ class ListHandler(BaseHandler):
                     CallbackQueryHandler(self.list_menu, pattern="^overview$"),
                     ],
                 ITEMADD : [MessageHandler(filters.TEXT, callback=self.list_add_item)],
+                ITEMTOGGLE: [CallbackQueryHandler(self.list_toggle_index)],
                 ITEMREMOVE : [CallbackQueryHandler(self.list_remove_index)]
             },
             fallbacks=[CommandHandler('list', self.entry_point)],
@@ -46,10 +57,9 @@ class ListHandler(BaseHandler):
 
     async def entry_point(self, update, context) -> None:
         await super().entry_point(update, context)
-        set_db(DB_DIR / f"chat_{update.message.chat_id}.db")
         with db:
-            lists = ListModel.select()
-        keyboard = [[InlineKeyboardButton(k.name, callback_data=f"list-{k.name}")] for k in lists] + \
+            lists = ListModel.select().where(ListModel.chat_id == update.effective_chat.id)
+        keyboard = [[InlineKeyboardButton(k.name, callback_data=f"list-{k.id}")] for k in lists] + \
             [[InlineKeyboardButton("New list", callback_data="new")]]
 
         reply_markup = InlineKeyboardMarkup(keyboard)
@@ -57,23 +67,16 @@ class ListHandler(BaseHandler):
         return NAME
 
 
-    async def choose_list(self, update, context) -> None:
+    async def choose_list(self, update, context: CallbackContext) -> None:
         query = update.callback_query
         data = query.data
-        name = data.replace("list-","")
+        id = data.replace("list-","")
         await query.answer()
-        self.current_name = name
+        context.user_data["current_list"] = ListModel.get(id = id)
 
-        keyboard = [
-            [InlineKeyboardButton("Add item", callback_data="add")],
-            [InlineKeyboardButton("Remove item", callback_data="remove")],
-            [InlineKeyboardButton("Clear list", callback_data="clear")],
-            [InlineKeyboardButton("Print list", callback_data="print")],
-            [InlineKeyboardButton("Delete list", callback_data="delete")],
-        ]
-        reply_markup = InlineKeyboardMarkup(keyboard)
+        reply_markup = InlineKeyboardMarkup(self.list_overview_keyboard)
 
-        await query.edit_message_text("Very well. For " + name + " the following actions are available:", reply_markup=reply_markup)
+        await query.edit_message_text(f"Using {context.user_data['current_list'].name}. Available actions:", reply_markup=reply_markup)
         return ACTION
 
 
@@ -81,16 +84,9 @@ class ListHandler(BaseHandler):
         query = update.callback_query
         await query.answer()
 
-        keyboard = [
-            [InlineKeyboardButton("Add item", callback_data="add")],
-            [InlineKeyboardButton("Remove item", callback_data="remove")],
-            [InlineKeyboardButton("Clear list", callback_data="clear")],
-            [InlineKeyboardButton("Print list", callback_data="print")],
-            [InlineKeyboardButton("Delete list", callback_data="delete")],
-        ]
-        reply_markup = InlineKeyboardMarkup(keyboard)
+        reply_markup = InlineKeyboardMarkup(self.list_overview_keyboard)
 
-        await query.edit_message_text("Very well. For " + self.current_name + " the following actions are available:", reply_markup=reply_markup)
+        await query.edit_message_text(f"Using {context.user_data['current_list'].name}. Available actions:", reply_markup=reply_markup)
         return ACTION
 
 
@@ -105,10 +101,9 @@ class ListHandler(BaseHandler):
         name = update.message.text
         try:
             with db:
-                ListModel.create(name = name)
+                context.user_data["current_list"] = ListModel.create(name = name, chat_id=update.effective_chat.id)
             keyboard = [[InlineKeyboardButton("Add an item", callback_data="add"), InlineKeyboardButton("To the menu!", callback_data="overview")]]
             reply_markup = InlineKeyboardMarkup(keyboard)
-            self.current_name = name
             await update.message.reply_text("Thanks. List " + name + " was successfully created.", reply_markup=reply_markup)
             return ACTION
         except Exception as e:
@@ -121,15 +116,26 @@ class ListHandler(BaseHandler):
         await query.answer()
         await query.edit_message_text("What would you like to add?")
         return ITEMADD
+    
+    
+    async def list_toggle(self, update, context) -> None:
+        query = update.callback_query
+        await query.answer()
+
+        list_object = context.user_data["current_list"]
+        keyboard = [[InlineKeyboardButton(v, callback_data=k)] for k,v in list_object.content.items()]
+        reply_markup = InlineKeyboardMarkup(keyboard)
+
+        await query.edit_message_text("Which item would you like to toggle?", reply_markup = reply_markup)
+        return ITEMTOGGLE
 
 
     async def list_remove(self, update, context) -> None:
         query = update.callback_query
         await query.answer()
-        with db:
-            list_object = ListModel.get(name = self.current_name)
 
-        keyboard = [[InlineKeyboardButton(k, callback_data=i)] for i,k in enumerate(list_object.content_list)]
+        list_object = context.user_data["current_list"]
+        keyboard = [[InlineKeyboardButton(v, callback_data=k)] for k,v in list_object.content.items()]
         reply_markup = InlineKeyboardMarkup(keyboard)
 
         await query.edit_message_text("Which item would you like to remove?", reply_markup = reply_markup)
@@ -139,63 +145,92 @@ class ListHandler(BaseHandler):
     async def list_clear(self, update, context) -> None:
         query = update.callback_query
         await query.answer()
-        with db:
-            ListModel.get(name = self.current_name).content_list = []
+
+        list_object = context.user_data["current_list"]
+        list_object.content = {}
         keyboard = [[InlineKeyboardButton("Add an item", callback_data="add"), InlineKeyboardButton("Back to the menu", callback_data="overview")]]
         reply_markup = InlineKeyboardMarkup(keyboard)
-        await query.edit_message_text("List " + self.current_name + " cleared", reply_markup=reply_markup)
+        await query.edit_message_text(f"List {list_object.name} cleared", reply_markup=reply_markup)
         return ACTION
 
 
     async def list_delete(self, update, context) -> None:
         query = update.callback_query
         await query.answer()
-        with db:
-            ListModel.get(name = self.current_name).delete_instance()
-        await query.edit_message_text("List " + self.current_name + " deleted")
+        list_object = context.user_data["current_list"]
+        list_object.delete_instance()
+        await query.edit_message_text(f"List {list_object.name} deleted")
         return ConversationHandler.END
 
 
     async def list_print(self, update, context) -> None:
         query = update.callback_query
         await query.answer()
-        with db:
-            it = ListModel.get(name = self.current_name).content_list
-        if it:
-            content = "·" + "\n· ".join(it)
+        list_object = context.user_data["current_list"]
+
+        content_it = list_object.content.values()
+        done_it = [
+            "· " if e is None \
+            else "✅ " if e \
+            else "❌ " \
+            for e in list_object.done_dict.values()]
+        if content_it:
+            msg_content = "\n".join([f"{d} {c}" for d, c in zip(done_it, content_it)])
         else:
-            content = "List empty"
+            msg_content = "List empty"
         
         keyboard = [[InlineKeyboardButton("Add an item", callback_data="add"), InlineKeyboardButton("Back to the menu", callback_data="overview")]]
         reply_markup = InlineKeyboardMarkup(keyboard)
-        await query.edit_message_text("Content of " + self.current_name + ":\n" + content, reply_markup=reply_markup)
+        await query.edit_message_text(f"Content of {list_object.name}:\n{msg_content}", reply_markup=reply_markup)
         return ACTION
 
 
     async def list_add_item(self, update, context) -> None:
         item = update.message.text
-        with db:
-            ListModel.get(name = self.current_name).content_list = ListModel.get(name = self.current_name).content_list + [item]
+        list_object = context.user_data["current_list"]
+        new = list_object.content
+        new.update({"random_key": item})
+        list_object.content = new
         # TODO test me!
         keyboard = [[InlineKeyboardButton("Add some more", callback_data="add"), InlineKeyboardButton("Back to the menu", callback_data="overview")]]
         reply_markup = InlineKeyboardMarkup(keyboard)
-        await update.message.reply_text("Added " + item, reply_markup=reply_markup)
+        await update.message.reply_text(f"Added {item}", reply_markup=reply_markup)
         return ACTION
 
 
+    async def list_toggle_index(self, update, context) -> None:
+        query = update.callback_query
+        toggle_key = int(query.data)
+        await query.answer()
+
+        list_object = context.user_data["current_list"]
+        old = list_object.done_dict[toggle_key]
+        # if all None or all False (first toggle or all false) then set all dones to False
+        if not any(list_object.done_dict.values()):
+            new_done_dict = dict.fromkeys(list_object.done_dict, False)
+        else: new_done_dict = list_object.done_dict
+        new_done_dict[toggle_key] = not old
+        list_object.done_dict = new_done_dict
+
+        keyboard = [[InlineKeyboardButton("Toggle another", callback_data="toggle"), InlineKeyboardButton("Back to the menu", callback_data="overview")]]
+        reply_markup = InlineKeyboardMarkup(keyboard)      
+
+        await query.edit_message_text(f"Toggled {list_object.content[toggle_key]}", reply_markup=reply_markup)
+        return ACTION
+    
+
     async def list_remove_index(self, update, context) -> None:
         query = update.callback_query
         ind = int(query.data)
         await query.answer()
 
-        with db:
-            list_object = ListModel.get(name = self.current_name)
-            old = list_object.content_list
-            name = old.pop(ind)
-            list_object.content_list = old
+        list_object = context.user_data["current_list"]
+        old = list_object.content
+        name = old.pop(ind)
+        list_object.content = old
 
         keyboard = [[InlineKeyboardButton("Remove another", callback_data="remove"), InlineKeyboardButton("Back to the menu", callback_data="overview")]]
         reply_markup = InlineKeyboardMarkup(keyboard)      
 
-        await query.edit_message_text("Removed " + name, reply_markup=reply_markup)
+        await query.edit_message_text(f"Removed {name}", reply_markup=reply_markup)
         return ACTION
diff --git a/bot/commands/list/models.py b/bot/commands/list/models.py
index 7336912..8d5379c 100644
--- a/bot/commands/list/models.py
+++ b/bot/commands/list/models.py
@@ -1,30 +1,52 @@
 from peewee import *
-import json
 
 db = DatabaseProxy()
 
 class BaseModel(Model):
     class Meta:
         database = db
-        db_table = 'lists'
 
 class ListModel(BaseModel):
-    name = CharField(unique=True)
-    content = TextField(default="") # unlimited length, use to serialise list into
+    name = CharField(default="")
+    chat_id = IntegerField()
 
     @property
-    def content_list(self):
-        return json.loads(self.content or '[]')
+    def content(self) -> dict:
+        return {e.id: e.entry for e in self.entries}
     
-    @content_list.setter
-    def content_list(self, list_content):
-        self.content = json.dumps(list_content)
-        with db:
-            self.save()
+    @content.setter
+    def content(self, new_content: dict):
+        old_content = self.content
+        if len(old_content) < len(new_content):
+            # we assume: only 1 item added (last item)
+            new_item = list(new_content.values())[-1]
+            ListEntryModel.create(list_model=self, entry = new_item)
 
+        elif len(old_content) > len(new_content):
+            to_delete_ids = set(old_content.keys()) - set(new_content.keys())
+            ListEntryModel.delete().where(ListEntryModel.id.in_(list(to_delete_ids))).execute()
+
+    @property
+    def done_dict(self):
+        return {e.id: e.done for e in self.entries}
+    
+    @done_dict.setter
+    def done_dict(self, new_done: dict):
+        old_done_dict = self.done_dict
+        for k,d in new_done.items():
+            if d != old_done_dict[k]:
+                ListEntryModel.update(done = d).where(ListEntryModel.id == k).execute()
+
+
+
+
+class ListEntryModel(BaseModel):
+    list_model = ForeignKeyField(ListModel, backref="entries", on_delete="CASCADE")
+    entry = TextField(default="")
+    done = BooleanField(default=None, null=True)
 
 
 def set_db(db_path):
     db.initialize(SqliteDatabase(db_path))
     with db:
-        db.create_tables([ListModel], safe=True)
+        db.create_tables([ListModel, ListEntryModel], safe=True)